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335 KIRKCALDY DRIVE, WINTER SPRINGS, FL 32708

HIGHLAND VILLAGE 1 · Seminole County

Key Facts

3Beds
2Baths
1,440Sq Ft
1984Year Built
0.11Lot (acres)
1Stories

Description

Welcome home to this cozy 3-bedroom, 2-bath bungalow-style home located in the resort-like Highlands community, offering 1,178 sq. ft. of living space. This home features vaulted ceilings, ceramic tile throughout, fresh interior paint, and a newly renovated kitchen with granite countertops, solid wood shaker-style cabinets, and black appliances. Major updates include a 2025 water heater and a new electrical panel inside and outside. The generously sized primary bedroom includes a built-in California Closets system, providing stylish and highly functional custom storage. The secondary and third bedrooms are also well-sized—perfect for guests, family, or easily converted into a home office. Washer and dryer are included in the sale. Enjoy the covered and screened lanai overlooking a charming New Orleans-style courtyard with pavers, a firepit, and a lamp post. The oversized, fully fenced, and cleared backyard offers plenty of space to relax, entertain, or garden, providing a strong sense of privacy. The Highlands is a highly sought-after, established community with low HOA fees and beautiful mature trees throughout. Amenities include an Olympic-size community pool, walking trails, playground, tennis court, volleyball court, and a clubhouse. Ideally situated just off State Road 434 Florida and Tuskawilla Road, this home offers quick access to Winter Springs Town Center for shopping and dining, and is just a short stroll from Torcaso Park—a lively neighborhood park featuring basketball courts, soccer and football fields, playgrounds for all ages, a splash pad, sand play areas, and picnic pavilions, perfect for both active days and relaxed family outings.

Property Information

Property Type

Residential

Sub-Type

Single Family Residence

Style

Contemporary

Year Built

1984

Stories

1

Living Area

1,440 sq ft

Lot Size

0.11 acres

Ownership

Fee Simple

Zoning

PUD

Days on Market

44

MLS® Listing#

O6400818

Property Features

Interior

Built-in FeaturesHigh CeilingsOpen FloorplanStone CountersWalk-In Closet(s)

Appliances

DishwasherDisposalDryerElectric Water HeaterMicrowaveRangeRefrigeratorWasher

Cooling

Central Air

Heating

CentralElectric

Flooring

Ceramic TileTile

Laundry

InsideLaundry Room

Patio

CoveredEnclosedRear Porch

Fencing

Wood

Construction

Vinyl SidingFrame

Foundation

Slab

Roof

Shingle

Community

ClubhousePlaygroundPoolSidewalksTennis Court(s)

Utilities

Electricity Connected

Sewer

Public Sewer

Water Source

Public

Rooms

  • Bedroom 212x10First
  • Bedroom 314x10First
  • Dining Room9x10First
  • Kitchen12x10First
  • Living Room12x18First
  • Master Bedroom14x12First

Schools

Elementary:
Highlands Elementary
Middle:
South Seminole Middle
High:
Winter Springs High

Financial Details

HOA

$36 / Monthly

Highlands Homeowners' Association Inc

Annual Taxes

$3,693

Tax year 2025

Parcel Number

34-20-30-524-0000-0180

Directions

From 434, North on Sheoah, Right on 3rd, Right on Kirkcaldy

Affordability Calculator

$65,980

Estimated monthly payment

$1,756/mo

Principal $263,920 · Est. interest $368,192 over 30 yrs

Neighborhood Market Statistics

How this home compares to active listings in WINTER SPRINGS, FL

$370,646
Median Listing Price
91
Median Days on Market
1,672
Median Sq Ft
$221
Median Price / Sq Ft
5,349
Active Listings
  • This home’s price is 11% below the area median.
  • Its price per sq ft is 4% above the area median.

Market statistics compiled from active EXIT Realty® and MLS listings in WINTER SPRINGS, FL.

Location

Map showing the location of 335 KIRKCALDY DRIVE, WINTER SPRINGS, FL 32708

Points of Interest in WINTER SPRINGS, FL

Showing the WINTER SPRINGS area map.

Nearby Schools

  • Winter Springs City of

    Elementary · 0.4 mi away

  • A Tot's World

    Elementary · 0.4 mi away

  • Winter Springs Elementary School

    Elementary · 0.6 mi away

  • The Fun Factory

    School · 0.6 mi away

  • Highlands Elementary School

    Elementary · 0.9 mi away

  • Winter Springs Elementary School

    Elementary · 0.9 mi away

  • Layer Elementary School

    Elementary · 1.0 mi away

  • Seminole County Environmental Studies Center

    Elementary · 1.1 mi away

  • Longwood Elementary School

    Elementary · 1.2 mi away

  • Choices in Learning CHTR School

    School · 1.3 mi away

  • Master's Academy Elementary School

    Elementary · 1.3 mi away

  • Longwood Christian Academy & Preschool

    School · 1.3 mi away

  • Elise Esthetics Institute

    Secondary · 1.8 mi away

  • Millwee Middle School

    School · 1.9 mi away

  • Seminole Science Charter School

    Elementary · 2.1 mi away

  • Oak Arbor Christian School

    School · 2.2 mi away

  • The Geneva School

    Secondary · 2.2 mi away

  • Lyman High School

    Secondary · 2.4 mi away

  • Choices in Learning Elementary Charter School

    Elementary · 2.4 mi away

  • Funtastic Learning Academy

    School · 2.4 mi away

Commute Calculator

Travel mode

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Moving Cost Estimate

EXIT Agents in WINTER SPRINGS

Listing Courtesy: MILLENIUM REALTY GROUP - 407-277-1400

Listings courtesy of Stellar MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Listing information is provided for consumers? personal, non-commercial use, solely to identify prospective properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. Information deemed reliable but not guaranteed. Copyright ©2026 MLS GRID. All Rights Reserved.

Last Updated: 2026-05-05

The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange (IDX) program of one or more Multiple Listing Services (MLS). Listing information is deemed reliable but is not guaranteed accurate. Copyright © EXIT Realty® and respective MLS providers.

Data provided by Orlando Regional. MLS® Listing#O6400818. © 2026EXIT Realty®. All rights reserved.